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Details

Stereochemistry ACHIRAL
Molecular Formula C6H14N2O3
Molecular Weight 162.187
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-DEOXYSTREPTAMINE

SMILES

N[C@H]1C[C@@H](N)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChIKey=DTFAJAKTSMLKAT-JDCCYXBGSA-N
InChI=1S/C6H14N2O3/c7-2-1-3(8)5(10)6(11)4(2)9/h2-6,9-11H,1,7-8H2/t2-,3+,4+,5-,6-

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Identification of L-glutamine: 2-deoxy-scyllo-inosose aminotransferase required for the biosynthesis of butirosin in Bacillus circulans.
2002 Aug
Biosynthesis of aminoglycoside antibiotics: cloning, expression and characterisation of an aminotransferase involved in the pathway to 2-deoxystreptamine.
2002 Dec 7
Sequence-specific recognition of the major groove of RNA by deoxystreptamine.
2002 May 21
First identification of Streptomyces genes involved in the biosynthesis of 2-deoxystreptamine-containing aminoglycoside antibiotics--genetic and evolutionary analysis of L-glutamine:2-deoxy-scyllo-inosose aminotransferase genes.
2002 Nov
A new family of glucose-1-phosphate/glucosamine-1-phosphate nucleotidylyltransferase in the biosynthetic pathways for antibiotics.
2005 Feb 16
The synthesis and 16S A-site rRNA recognition of carbohydrate-free aminoglycosides.
2005 Nov 15
Size-specific ligands for RNA hairpin loops.
2005 Sep 14
Crystal structure of the bacterial ribosomal decoding site complexed with amikacin containing the gamma-amino-alpha-hydroxybutyryl (haba) group.
2006 Aug
Biochemical and thermodynamic characterization of compounds that bind to RNA hairpin loops: toward an understanding of selectivity.
2006 Sep 12
Characterization and mechanistic study of a radical SAM dehydrogenase in the biosynthesis of butirosin.
2007 Dec 12
A convenient synthesis of orthogonally protected 2-deoxystreptamine (2-DOS) as an aminocyclitol scaffold for the development of novel aminoglycoside antibiotic derivatives against bacterial resistance.
2008 Aug 21
The neomycin biosynthetic gene cluster of Streptomyces fradiae NCIMB 8233: genetic and biochemical evidence for the roles of two glycosyltransferases and a deacetylase.
2008 Sep 21
Thermodynamics and kinetics of association of antibiotics with the aminoglycoside acetyltransferase (3)-IIIb, a resistance-causing enzyme.
2010 May 18
Patents

Patents

Name Type Language
2-DEOXYSTREPTAMINE
MI  
Common Name English
NSC-156938
Code English
2-DEOXY-D-STREPTAMINE
Common Name English
STREPTAMINE, 2-DEOXY-
Common Name English
2-DEOXYSTREPTAMINE [MI]
Common Name English
1,2,3-CYCLOHEXANETRIOL, 4,6-DIAMINO-
Systematic Name English
GENTAMICIN SULFATE IMPURITY E [EP IMPURITY]
Common Name English
2-DESOXYSTREPTAMINE
Common Name English
DEOXYSTREPTAMINE
Common Name English
STREPTAMINE, DEOXY-
Common Name English
Code System Code Type Description
CHEBI
72447
Created by admin on Sat Dec 16 07:55:42 GMT 2023 , Edited by admin on Sat Dec 16 07:55:42 GMT 2023
PRIMARY
CHEBI
65069
Created by admin on Sat Dec 16 07:55:42 GMT 2023 , Edited by admin on Sat Dec 16 07:55:42 GMT 2023
PRIMARY
MERCK INDEX
m4180
Created by admin on Sat Dec 16 07:55:42 GMT 2023 , Edited by admin on Sat Dec 16 07:55:42 GMT 2023
PRIMARY Merck Index
CAS
2037-48-1
Created by admin on Sat Dec 16 07:55:42 GMT 2023 , Edited by admin on Sat Dec 16 07:55:42 GMT 2023
PRIMARY
CHEBI
28295
Created by admin on Sat Dec 16 07:55:42 GMT 2023 , Edited by admin on Sat Dec 16 07:55:42 GMT 2023
PRIMARY
EPA CompTox
DTXSID70942529
Created by admin on Sat Dec 16 07:55:42 GMT 2023 , Edited by admin on Sat Dec 16 07:55:42 GMT 2023
PRIMARY
FDA UNII
M88VD0X96M
Created by admin on Sat Dec 16 07:55:42 GMT 2023 , Edited by admin on Sat Dec 16 07:55:42 GMT 2023
PRIMARY
NSC
156938
Created by admin on Sat Dec 16 07:55:42 GMT 2023 , Edited by admin on Sat Dec 16 07:55:42 GMT 2023
PRIMARY